US3950311A - Process for the preparation of polycaprolactam which can be dyed with cationic dyes - Google Patents

Process for the preparation of polycaprolactam which can be dyed with cationic dyes Download PDF

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Publication number
US3950311A
US3950311A US05/449,496 US44949674A US3950311A US 3950311 A US3950311 A US 3950311A US 44949674 A US44949674 A US 44949674A US 3950311 A US3950311 A US 3950311A
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US
United States
Prior art keywords
excess
hexamethylene diamine
dicarboxylic acid
added
polycaprolactams
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US05/449,496
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English (en)
Inventor
Eduard Radlmann
Jurgen Schramm
Gunter Nischk
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
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Bayer AG
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Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
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Publication of US3950311A publication Critical patent/US3950311A/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen

Definitions

  • nylon-6,6 can be acid modified by co-condensation of salts of 5-sulphoisophthalic acid and hexamethylene diamine or also N-sulphobutylhexamethylene diamine and adipic acid, succinic acid or sebacic acid and that articles produced from these co-condensates can be dyed with basic dyes (U.S. Pat. Nos. 3,184,436 and 3,454,535). Attempts at acid modification of polycaprolactam by either of these methods fails because these salts are insoluble in caprolactam, precipitate in the polymerisation reactors and spinning apparatus and the preparation and processing of the polymer is quite impractical (DOS No. 2,215,515, page 1, which corresponds to U.S. Ser. No. 130,441).
  • modified polycaprolactams may be added to unmodified polycaprolactam shortly before the shaping process. Moreover, the process may also be used to prepare polycaprolactams which contain only sufficient sulphonate groups to enable them to absorb dye as required and which can be worked up into threads or foils immediately after polycondensation.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyamides (AREA)
US05/449,496 1973-03-10 1974-03-08 Process for the preparation of polycaprolactam which can be dyed with cationic dyes Expired - Lifetime US3950311A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DT2311982 1973-03-10
DE2311982A DE2311982C3 (de) 1973-03-10 1973-03-10 Verfahren zur Herstellung von homogenen modifizierten Polycaprolactamen und deren Verwendung für Fäden und Fasern

Publications (1)

Publication Number Publication Date
US3950311A true US3950311A (en) 1976-04-13

Family

ID=5874401

Family Applications (1)

Application Number Title Priority Date Filing Date
US05/449,496 Expired - Lifetime US3950311A (en) 1973-03-10 1974-03-08 Process for the preparation of polycaprolactam which can be dyed with cationic dyes

Country Status (13)

Country Link
US (1) US3950311A (de)
JP (1) JPS5718540B2 (de)
BE (1) BE812040A (de)
CA (1) CA1023895A (de)
DD (2) DD112460A5 (de)
DE (1) DE2311982C3 (de)
ES (1) ES424123A1 (de)
FR (1) FR2220553B1 (de)
GB (1) GB1422498A (de)
IE (1) IE38984B1 (de)
IT (1) IT1008388B (de)
LU (1) LU69593A1 (de)
NL (1) NL7403108A (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4391968A (en) * 1980-02-28 1983-07-05 Montedison S.P.A. Process for preparing polyamides having a modified dye affinity
EP1211275A1 (de) * 2000-11-30 2002-06-05 Dsm N.V. Modifiziertes Polylactam
CN106749079A (zh) * 2015-07-13 2017-05-31 哈尔滨工业大学 含苯并噁唑二胺共聚酰胺电解质的制备方法和应用

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2685001B1 (fr) * 1991-12-13 1994-05-06 Rhone Poulenc Chimie Polyamides hyddrosolubles et/ou hydrodispersables, preparation et utilisation de ces polyamides.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3389549A (en) * 1966-01-17 1968-06-25 Du Pont Aromatic dicarbonyl sulfonate modified polycarbonamides
US3709865A (en) * 1971-04-01 1973-01-09 Allied Chem Method of preparing cationic dyeable polycaprolactam
US3828009A (en) * 1972-09-06 1974-08-06 Allied Chem Cationic dyeable polyamide of improved physical properties

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3184436A (en) * 1959-09-04 1965-05-18 Du Pont Polycarbonamides of improved dye affinity having the benzene sulfonic acid salt moiety as an integral part of the polymer chain
DE1260683B (de) * 1964-02-08 1968-02-08 Bayer Ag Verfahren zur Herstellung von Faeden und Fasern aus Polyamiden
DE1495393B2 (de) * 1964-11-12 1979-10-18 Dynamit Nobel Ag, 5210 Troisdorf Verfahren zur Herstellung von Polyamiden aus Methylestern der Tere- und/oder Isophthalsäure und alipatischen primären Diaminen
DE1720662A1 (de) * 1967-06-01 1971-07-01 Bayer Ag Verfahren zur Herstellung basisch anfaerbbarer Polyamide
DE2017968A1 (de) * 1970-04-15 1971-10-28 Bayer Sauer modifizierte hochmolekulare Polyamide

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3389549A (en) * 1966-01-17 1968-06-25 Du Pont Aromatic dicarbonyl sulfonate modified polycarbonamides
US3709865A (en) * 1971-04-01 1973-01-09 Allied Chem Method of preparing cationic dyeable polycaprolactam
US3828009A (en) * 1972-09-06 1974-08-06 Allied Chem Cationic dyeable polyamide of improved physical properties

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4391968A (en) * 1980-02-28 1983-07-05 Montedison S.P.A. Process for preparing polyamides having a modified dye affinity
EP1211275A1 (de) * 2000-11-30 2002-06-05 Dsm N.V. Modifiziertes Polylactam
WO2002044246A1 (en) * 2000-11-30 2002-06-06 Dsm N.V. Modified polylactam
CN106749079A (zh) * 2015-07-13 2017-05-31 哈尔滨工业大学 含苯并噁唑二胺共聚酰胺电解质的制备方法和应用
CN106749079B (zh) * 2015-07-13 2019-03-26 哈尔滨工业大学 含苯并噁唑二胺共聚酰胺电解质的制备方法和应用

Also Published As

Publication number Publication date
NL7403108A (de) 1974-09-12
JPS5718540B2 (de) 1982-04-17
ES424123A1 (es) 1976-06-16
IT1008388B (it) 1976-11-10
DD117088A5 (de) 1975-12-20
GB1422498A (en) 1976-01-28
JPS49126794A (de) 1974-12-04
DD112460A5 (de) 1975-04-12
LU69593A1 (de) 1974-10-09
IE38984B1 (en) 1978-07-05
IE38984L (en) 1974-09-10
FR2220553B1 (de) 1977-09-23
DE2311982C3 (de) 1981-12-17
DE2311982A1 (de) 1974-09-12
FR2220553A1 (de) 1974-10-04
DE2311982B2 (de) 1981-03-19
BE812040A (fr) 1974-09-09
CA1023895A (en) 1978-01-03

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